2-2-(2-Aminophenoxy)ethoxyaniline Chemical Properties

Melting point:

131-132 °C

Boiling point:

452.9±30.0 °C(Predicted)

Density 

1.204±0.06 g/cm3(Predicted)

vapor pressure 

0-0.17Pa at 25-129.5℃

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

DMSO (Slightly), Methanol (Slightly, Heated)

form 

powder to crystal

pka

4.56±0.10(Predicted)

color 

White to Light yellow to Light orange

InChI

InChI=1S/C14H16N2O2/c15-11-5-1-3-7-13(11)17-9-10-18-14-8-4-2-6-12(14)16/h1-8H,9-10,15-16H2

InChIKey

PSDFQEVOCCOOET-UHFFFAOYSA-N

SMILES

C(OC1=CC=CC=C1N)COC1=CC=CC=C1N

LogP

2.5 at 40℃ and pH6-7

Surface tension

72.1mN/m at 16mg/L and 20℃

CAS DataBase Reference

52411-34-4(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

HS Code 

29215900

2-2-(2-Aminophenoxy)ethoxyaniline Usage And Synthesis

Uses

2,2'-Diaminoethylene glycol diphenyl ether is a white crystalline powder with a melting point of 130-132℃. It is mainly used as a diazotizing component in the synthesis of the high-grade organic pigment Yellow CIPigment Yellow 180.

Chemical Properties

Off-White Crystalline Solid

Synthesis

The general procedure for the synthesis of 2,2'-diaminoethylene glycol diphenyl ether from 1,2-bis(2-nitrophenoxy)ethane was as follows: 60 g of 1,2-bis(2-nitrophenoxy)ethane, 51.7 g of sodium hydrosulfide solution with a mass fraction of 26% and 120 g of water were added to a 1 L autoclave. After replacing the air in the kettle with nitrogen, stirring was initiated and the reaction was heated to 130 °C, the reaction pressure was maintained at 0.2 MPa, and the reaction was held for 5 h. After completion of the reaction, the pressure was slowly released and cooled to 30~35 °C, followed by filtration to collect the crude product. The crude product was dissolved in 300 ml of water and acidified with hydrochloric acid. After drying, 44.4 g of the target product 2,2'-diaminoethylene glycol diphenyl ether was finally obtained in 91.0% yield and 99.65% purity.

References

[1] Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1992, vol. 47, # 4, p. 547 - 552
[2] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1988, vol. 24, p. 106 - 109
[3] Khimiya Geterotsiklicheskikh Soedinenii, 1988, vol. 24, # 1, p. 126 - 130
[4] Patent: CN105884631, 2016, A. Location in patent: Paragraph 0023; 0024
[5] Inorganic Chemistry, 2015, vol. 54, # 8, p. 3929 - 3936

2-2-(2-Aminophenoxy)ethoxyaniline(52411-34-4)Related Product Information

• RHOD-2, AM
• BAPTA
• Fura 2-AM
• 1,2-Bis(2-Nitrophenoxy)ethane
• BAPTA-AM
• BAPTA, TETRASODIUM SALT
• 1,2-BIS(2-AMINOPHENOXY)ETHANE-N,N,N',N'-TETRAACETIC ACID TETRAPOTASSIUM SALT
• DIBROMOBAPTA
• Diphenyl ether
• 1,8-Diamino-3,6-dioxaoctane
• FURA 2
• NITR 5/AM
• 1-[2-(5-CARBOXYOXAZOL-2-YL)-6-AMINOBENZOFURAN-5-OXY]-2-(2'-AMINO-5'-METHYLPHENOXY)-ETHANE-N,N,N',N'-TETRAACETIC ACID, 5NA
• BIS(2,4-DINITROPHENYL) OXALATE
• INDO 1 PENTAPOTASSIUM SALT
• FURA 2 PENTAPOTASSIUM SALT
• INDO 1-AM
• 5,5I DIFLUORO BAPTA(K+ SALT)